Diels-Alder reactions of 3-(1H-tetrazol-5-yl)-nitrosoalkenes: synthesis of functionalized 5-(substituted)-1H-tetrazoles
- Autoría:
- Susana M. M. Lopes, Francisco Palacios, Americo Lemos, Teresa M. V. D. Pinho e Melo
- Año:
- 2011
- Revista:
- Tetrahedron
- Volumen:
- 67
- Página de inicio - Página de fin:
- 8902 - 8909
- Descripción:
-
A general route to 1,2-oxazines and open chain oximes bearing a 1H-tetrazolyl substituent via Diels–Alder reaction of 3-(tetrazol-5-yl)-nitrosoalkenes is reported. It was also demonstrated that reduction of these adducts followed by deprotection of the tetrazolyl group give 5-(1-aminoalkyl)-1H-tetrazoles, α-amino acid analogues.